8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE

Base Information

• Chemical Name: 8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE
• CAS No.: 204582-53-6
• Molecular Formula: C34H35BrN6O6
• Molecular Weight: 703.58
• Mol file: 204582-53-6.mol

Synonyms:8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE;8-BROMO-5'-O-(DMT)-N2-(DMF)-2'-DEOXYGUANOSINE

Chemical Property of 8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE

Chemical Property:

• PSA: 136.32000
• LogP: 4.77780

Purity/Quality:

97% ^*data from raw suppliers

8-Bromo-5’-O-(dimethyoxytrityl)-N2-(dimethyl-aminomethylidene)-2’-deoxyguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Bromo-5’-O-(dimethyoxytrityl)-N2-(dimethyl-aminomethylidene)-2’-deoxyguanosine is a derivative of 8-Oxo-2’-deoxyguanosine (O850250), which is a marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. It can also induce differentiation of Friend murine erythroleukemia cells in vitro.

Technology Process of 8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE

There total 2 articles about 8-BROMO-5'-O-(DIMETHOXYTRITYL)-N2-(DIMETHYLAMINOMETHYLIDENE)-2'-DEOXYGUANOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

8-bromo-2'-deoxyguanosine (13389-03-2) → 5'-O-(dimethoxytrityl)-N2-(N,N-dimethylaminomethyliden)-8-bromo-2'-deoxyguanosine (204582-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 4 h / 20 °C

2: 2.2 g / pyridine / 5 h / 20 °C

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-100002085

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) + N'-[8-Bromo-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine (717876-75-0) → 5'-O-(dimethoxytrityl)-N2-(N,N-dimethylaminomethyliden)-8-bromo-2'-deoxyguanosine (204582-53-6)

Guidance literature:

With pyridine; dmap; for 1h; Yield given;

DOI:10.1039/a707031d

Reference yield: 90.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O-(dimethoxytrityl)-N2-(N,N-dimethylaminomethyliden)-8-bromo-2'-deoxyguanosine (204582-53-6) → 3'-O-[(2-cyanoethoxy)-(N,N-diisopropylamino)phosphinyl]-5'-O-(dimethoxytrityl)-N2-[(N,N-dimethylamino)methyliden]-8-bromo-2'-deoxyguanosine

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 1h;

DOI:10.1081/NCN-100002085

upstream raw materials:

4,4'-dimethoxytrityl chloride

N'-[8-Bromo-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-N,N-dimethyl-formamidine

8-bromo-2'-deoxyguanosine

Downstream raw materials:

N⁽²⁾-dimethylaminomethylene-8-(prop-1-ynyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine